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Compound Detail

CHEMBL2387223

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N#Cc1cc(F)c(C(=O)Nc2ccnc(NC(=O)[C@H]3C[C@H]3F)c2)c(Cl)c1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL2387223
Phase Preclinical
Structure Type MOL
InChI Key NKALKXMQBFLGQI-CMPLNLGQSA-N
2
Targets
9
Activities
2
Assay Types
9
PK Parameters
17
Publications
0
Known Names

Molecular Properties

376.8
MW (Da)
3.29
ALogP
4
HBA
2
HBD
94.9
PSA (Ų)
0.86
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C17H11ClF2N4O2
MW 376.75
Aromatic Rings 2
Heavy Atoms 26
NP-Likeness -1.87

Activity Summary

EC50 6 meas. best 6.78
Ki 3 meas. best 8.8

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Non-receptor tyrosine-protein kinase TYK2
CHEMBL3553
 Ki 8.8 8.8 1.6 2
Tyrosine-protein kinase JAK2
CHEMBL2971
 Ki 7.21 7.21 62.0 1
Non-receptor tyrosine-protein kinase TYK2
CHEMBL3553
 EC50 6.78 6.426 168.0 5
Tyrosine-protein kinase JAK2
CHEMBL2971
 EC50 5.65 5.65 2250.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 345479.75 ng.hr.mL-1 Mus musculus
CL 1.0 mL.min-1.kg-1 Rattus norvegicus
CL 34.0 mL.min-1.kg-1 Mus musculus
CL 11.0 mL.min-1.kg-1 Rattus norvegicus
CL 8.0 mL.min-1.kg-1 Homo sapiens
Cmax 108000.0 nM Mus musculus
F 70.0 % Rattus norvegicus
T1/2 40.0 hr Rattus norvegicus
Vd 2.3 L.kg-1 Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Non-receptor tyrosine-protein kinase TYK2 Ki = 1.6 nM 8.8 Inhibition of TYK2 (unknown origin) 23668484
Non-receptor tyrosine-protein kinase TYK2 Ki = 1.6 nM 8.8 Inhibition of TYK2 (unknown origin) by biochemical assay 28830649
Tyrosine-protein kinase JAK2 Ki = 62.0 nM 7.21 Inhibition of JAK2 (unknown origin) by biochemical assay 28830649
Non-receptor tyrosine-protein kinase TYK2 EC50 = 168.0 nM 6.78 Inhibition of TYK2 in human PBMC assessed as IL-12/IL18-stumulated IFNgamma prod... 23668484
Non-receptor tyrosine-protein kinase TYK2 EC50 = 224.0 nM 6.65 Inhibition of TYK2 (unknown origin) assessed as inhibition of STAT4 phosphorylat... 23668484
Non-receptor tyrosine-protein kinase TYK2 EC50 = 224.0 nM 6.65 Inhibition of TYK2 (unknown origin) assessed as reduction in IL-12 induced STAT4... 28830649
Non-receptor tyrosine-protein kinase TYK2 EC50 = 737.0 nM 6.13 Inhibition of TYK2 in human whole blood assessed as IL-12/IL18-stumulated IFNgam... 23668484
Non-receptor tyrosine-protein kinase TYK2 EC50 = 1200.0 nM 5.92 Inhibition of TYK2 (unknown origin) assessed as reduction in IL-23 induced STAT3... 28830649
Tyrosine-protein kinase JAK2 EC50 = 2250.0 nM 5.65 Inhibition of JAK2 (unknown origin) assessed as reduction in EPO-mediated STAT5 ... 28830649

Literature References

PubMed DOI Target Context # Activities
23668484 10.1021/jm400266t Mus musculus 7
23668484 10.1021/jm400266t Unchecked 7
23668484 10.1021/jm400266t ADMET 6
23668484 10.1021/jm400266t Rattus norvegicus 4
28830649 10.1016/j.bmcl.2017.08.022 Non-receptor tyrosine-protein kinase TYK2 4
23668484 10.1021/jm400266t Non-receptor tyrosine-protein kinase TYK2 4
23668484 10.1021/jm400266t Plasma 3
28830649 10.1016/j.bmcl.2017.08.022 Tyrosine-protein kinase JAK2 2
23668484 10.1021/jm400266t No relevant target 2
23668484 10.1021/jm400266t MDCK 2
23668484 10.1021/jm400266t Liver microsomes 2
23668484 10.1021/jm400266t Tyrosine-protein kinase Lck 1
23668484 10.1021/jm400266t Cyclin-dependent kinase 5 1
23668484 10.1021/jm400266t Ribosomal protein S6 kinase alpha-3 1
23668484 10.1021/jm400266t Ribosomal protein S6 kinase alpha-6 1
23668484 10.1021/jm400266t Ribosomal protein S6 kinase alpha-2 1
23668484 10.1021/jm400266t Liver 1

Data from ChEMBL 36 via Core Engine